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cherryheartssblog · 6 months

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MISTER SCARY KILLER

Summary: Y/N is a local senior at a college in California. Halloween is around the corner and there is a killer on the loose. For Y/N though everything is going quite perfectly, especially with her hidden relationship with her old high school teacher; Negan Smith. Things take a turn when Y/N's ex shows up letting his dark secrets unfold…

Warnings: SMUT, murder, blood, gore, partying, drinking, age gap ( the reader is 22-23 years old and Negan is in his 40s), jealousy, dom! Negan, smoking, drunk sex?, angst, death, sex in costume? (I think this is a warning-ish?), daddy kink!, secret relationship, mention of murder, description of murder scenes, horror movie junkie! reader, darker themes!, mentions of scream movies, cursing, submissive reader!, college partying, mentions of drugs, mentions of sex, and slight obsession.

A/N: My kinktober list will be linked soon, and each one is shorter stories, little quick one shots. This is based on a mood board I found on Tumblr. @dustbunniess There was a TikTok attached to it, this kind of intrigued me. This in no way is supposed to be offensive and to me is darker but kind of weirdly cute? (Like does not need to be real but I feel like there are people who understand). Boarder is by @saradika-graphics they are so cute go check out the page!

DAY ONE OF KINKTOBER

"What's your favorite scary movie?" Y/N's lips curled up, her legs crossed laying on the man's covered thighs beside her. The bowl of popcorn rested between them, she held the remote scrolling through the endless amount of movies. Negan chuckled at her question, rubbing her smoother bare legs across him. Negan scratched his beard, watching the movies she scrolled past. "What are you thinkin' of, doll?" The nickname she loved, doll. He loved to call her that, 'his little doll.'

Negan and Y/N's relationship started when she ran into him after high school the following year. Y/N was ending her junior year in a couple of months we she ran into him at a coffee shop close to her campus. Negan was her PE teacher back in school, she always thought the man was very attractive. She had been keeping her relationship hidden from others until after college, and Y/N felt like it was for the best.

Y/N did explore and she met a perfect boy, Jackson. He treated her with a lot of respect in the beginning, giving her every need. Jackson had his demons he was fighting when he dropped out of college leaving her with a text he was going off with some other woman. The text was super brief and almost got Y/N's best friend, Claire hunt him down herself. Y/N was heartbroken but later on in those few months, she ran into Negan Smith to come sweep her off her feet.

"Why not Halloween?" Y/N clicked, seeing the play movie sign; turning her head for Negan's approval, "Just in a couple of days, y'know." She playfully winked at him causing a deeper chuckle from the older man. "You're too cute," He complimented her, his hands riding up her leg more, "That's fine with me, doll."

The movie started uploading with a few commercials first, letting herself finally bring herself to bring up her costume to Negan. Y/N and Clarie were matching for their Halloween party at Claire's boyfriend's frat house party. They were having to keep the party a secret due to police curfew hours for high school and college students. Since the end of summer, a couple of murders have occured around her campus area.

The murders kept Y/N more behind closed doors, rather than Negan keeping his eye on her. When she was at classes, most of the time he was at work. She stayed with him in town in his apartment close to her campus, Y/N had everything perfect.

Mostly, everything was perfect until Jackson returned to school the following year. Y/N sadly had to share a class with him, she wanted to drop the class so bad. But she had to have the class to graduate, Y/N also hated she had to hide the fact she shared a class with her ex. Negan flipped out when he heard he came back to town.

'He is going to try to get in your pants, sweetheart.'

'If he comes near you, I will kill him."

Y/N heard him say that a few times these past few months, she did not know why but it sent a chill down her spine. At first, it seemed like a joke to her, how he would laugh afterward. The smile brightens his whole face up, his wrinkles showing on his face more. The more she heard it though, the more she got to see Negan it seemed a little bit more sinister.

She thought it was all in her head, but Y/N kept it brushed to the side of everything.

Y/N cleared her throat, sitting up a bit keeping the popcorn close to her. "I wanted to tell you about my costume." Y/N laid her hand on his, which was rubbing her thighs. She could have sworn she felt Negan's grip get tighter, "It's a really cute idea, I got it from Spirit last week."

"You in there every week, sweetheart." Negan commented, rolling his eyes playfully, "You drag me in there every date day since it's opened." Y/N threw popcorn at him, and he just picked the pieces up throwing them into his mouth. The Halloween movie credits started to play with the theme song blaring through the TV. "That is not the point, babe." She chewed her piece of popcorn, "Me and Claire are going to match at the party."

"What party?" His voice was stern.

Y/N rolled her eyes, this time she was more annoyed. She had a party conversation with him since the beginning of October. Y/N even invited him remembering his comment, "I do not want to party with a bunch of college kids."

"We have had this conversation, I even invited you and you told me you did not want to go." Y/N quickly threw back, laying the bowl on the floor. She pulled her legs away bringing them closer to her, Y/N tried to turn her attention towards the movie. Negan grabbed her legs making her squeal pulling her underneath him. Her arms were pinned in an instant behind her head, Negan was above her having her pinned beneath him. Y/N felt herself melt underneath him, his eyes burning through her own eyes. "Don't start with no attitude, princess," Negan whispered, his lips getting closer to hers. His hands gripping her wrist tighter, Y/N tried to fight the grip but he was too strong. She wiggled behind him, finally giving up as his eyes just stayed on her.

"What's the costume, doll?" Negan asked her, his face was straight and seemed emotionless. Her eyes scanned his features, she could not help but feel turned on in this situation. She loved his dominant side, how jealous he could be of her. Y/N would never cheat on Negan or do anything to hurt him in any way; in fact, she was thinking she was falling in love with him. She could not help though watching him squirm if he was getting jealous about her.

"Well," Y/N gulped down, trying to make herself comfortable with him, "Claire was going to be the devil and I was going to be an angel." Negan's face stayed emotionless for a moment, growing nerves in Y/N's stomach. Finally, Negan broke the sexual silence with a burst of amusing laughter. Y/N hated that she had that scratch sneaking up her back, an itch perhaps. Something about that laughter seemed darker than most of his, she seemed to have heard this before though. Y/N barely could put words to describe it, but still felt turned on by the man in front of her.

Negan lifted her causing her to gasp, his hands on her waist; her hands out of habit wrapped around his neck. Negan laid his forehead against hers, and Y/N felt his member grow underneath, pressing against her. She bit her lip, hearing the sounds of the movie playing behind her that they had not even got to watch.

"And I bet you're going to look hot as fuck? Is that what you're trying to tell me?" Negan questioned her, Y/N's mouth parted but she could not form words or a sentence to tell him what she thought. "Yeah, you'd look hot as fuck in anything, dollface." His lips brushed up her neck, causing her to moan out, "I guess you can go, only on one condition."

Negan grabbed her face, her cheeks squished up a bit. His other hands wrapped around her throat bringing her close. "What?" She croaked out, her lips teasing his own; brushing up against him. "If that Jackson shows up, you call me. If any guy messes with you, you call me." Negan was stern, he was serious. His eyes burned through her, she could have sworn she saw flames inside his eyes.

"Yes, sir."

Negan laughed as a dark, lustful chuckle came from his throat. He stalked closer to her still above her, eyeing the younger woman up and down hungrily.

“What do you want doll?” Negan asked her, his member growing more and more. "You want me to throw your legs over my neck and ruin you?" His words sent goosebumps down her spine.

“You can’t handle me, Negan. If anything, I’d ruin you." She blushed, keeping the wicked smirk on her face in front of Negan. Negan’s brows arch up in genuine surprise. Y/N was like Negan's prey and he was the predator, he wanted her desperately.

“That sounds like a challenge,” Negan says lowly. His eyes flick down to her, stopping at her lips. “Are you challenging me, darling?” Y/N was still pinned down, she felt her becoming wet in her sleep shorts. He turned her on so easily, anything this man did could get her going.

“Maybe. Are you up for it?”

“Oh, doll… you know I can fuck you any time of the day and any time of the week." Her shorts were pulled down as Y/N pulled at his loose sweatpants, getting him to remove his clothing. Negan's hands gripped her bare chest underneath her sweater. "You sure this party thing works out?" Negan wondered out loud, his fingers pressing against her bare clit. Her shorts were now on the floor, she never wore underwear at night usually just one of Negan's old shirts and shorts.

"Everything will work out." Y/N pulled the older man closer, pulling his boxers off next leaving him naked. The pulsing between her thighs grew stronger as his dark eyes stayed trained on her own.

“Look at you, being such a good girl for me already.” He smiled, rubbing her clit gently as she let out a slight moan. He pulled her close to him and ran his hands down Y/n's back, squeezing her plump ass roughly as he inhaled, she yelped as he landed a harsh slap to her bare ass.

“Mmm, I like the sound of that.” He smirked and pulled away from her, grabbing her hair tightly again.

“Now what the fuck do I do with you?” He mused. Y/N bit her lip pushing up wanting him inside of her already. He loved how desperate she looked beneath him, how her body was practically begging for it.

“You want it fuckin bad don’t you?” He moved to her breast, biting her nipple gently. Negan's hands were firmly under her ass. Everything about him was intoxicating, his mouth, his tongue, the way his beard felt on her bare skin. “Fuck that’s a pretty fuckin pussy.” He murmured as he ran a finger through her glistening folds, “Damn, you’re so wet for me already.” Y/N moaned out, her head digging deeper into the couch, the movie she had forgotten about playing behind them. Her body jolted as she moaned, hips searching for more release. He chuckled,

“Yeah…you’re gonna be coming for me real soon.” Negan's member teased her entrance, she choked out a loud moan. “Oh my God.” It came out in a broken whine as he stretched her, impaling her with his cock. Negan groaned lowly in her ear, holding the ends of the couch. He started to thrust in and out of her slowly. “You’re fucking tight baby.” Y/N could only respond with moans as he started to fuck her even faster, hitting deep inside of her. He wrapped her legs around his waist letting himself be deeper inside of her. Y/N kept choking on her moans, her nails digging into the couch fabric.

She loved how rough he was. Y/N loved the urgency and power of his thrusts as he fucked deeper into her than she thought possible. Negan's nails kept digging into her ass. "Go faster Negan please." She begged practically screaming for the neighbors to hear.

"You're mine." He growled in her ear, his thrust causing her eyes to roll back of her head, "I would do anything for you."

“Negan.” Y/N whined as he let her back down on the couch “I’m-oh fuck.” She couldn’t even finish your sentence because Y/N was already coming.

“Good fucking girl.” He moaned as he pulled her back on his dick roughly, one of her legs resting on his shoulders up high. “Come on my fucking cock, just like that.”

She whimpered at him that he was satisfied with her, how much he loved to take care of her. His thrusts started to get sloppier and Y/N could tell he was chasing his orgasm. “I want your come so bad.” Y/N moaned, she begged him feeling his cock twitch inside of her. She could feel her pussy throb around him as she could feel another orgasm building up in her stomach.

Negan kept viciously thrusting as he sent her over the edge again. This time Negan came with her, moaning loudly into her neck as he came deep inside of her. Y/N's body shuddered and shook as she came from her second orgasm.

"Everything will work out." She breathed out.

Y/N adjusted her angel wings attached behind her, she had her full costume on ready to go with Claire who was taking millions of selfies in the bathroom. Negan was at a late practice for his football players so it gave the girls time to get ready at their apartment since it was closer to the party. "We are ditching if cops show!" Y/N yelled over to Claire her exiting the bathroom, she laughed rolling her eyes playfully. Claire was in a fierce matching red costume like Y/N's, instead of wings and a crown she had devil horns and a tail. "You look so hot, you're telling me Negan is not going to join ya?" She winked, he can wear a mask like I said no one would know." Y/N smirked at her comment going to answer her when her phone began to ring. The younger woman reached for it believing it was Negan seeing the caller ID, unknown.

Her eyebrows furrowed, feeling a familiar pit in her stomach start to grow. Y/N denied the call, tossing the phone on her bed and turning her attention back to the mirror continuing to adjust the revealing costume. "Who was that, Y/N?" Claire's curiosity grew looking at the phone lying on the bed, she had a smirk on her face thinking it was Negan herself. "Unknown caller, probably telemarketers," Y/N pulled her gloves up her arms, "They've been more annoying these past few days." Claire pulled her phone out while Y/N glanced over seeing her pop open her camera, "No, no pictures please." Y/N begged as Claire was already taking pictures of her, Y/N fighting to cover her face as she was laughing. "Oh come on, you look cute." Claire teased her friend, pushing her hands away from her face, "We never take pictures anymore."

Y/N finally gave in putting her hands down, giving a smile at the camera, Claire and her started to make funny faces causing the girls to laugh. They had been friends ever since high school, she knew about her and Negan's relationship a few months after it started. Y/N only trusted her, she knew she would keep it a secret even her boyfriend Ted. "Come on, let's head on over." Claire squealed, putting her phone away and nudging Y/N to follow her out. "Let me text Negan we are leaving, we can just stay a couple of hours." Y/N pointed her finger sternly at her party animal-like friend.

The two friends headed out getting into Claire's car, the entire time she could have sworn she felt eyes on them. She peered over her shoulders seeing no one in the dark or even the dark corners.

The party was already pretty crowded once they arrived. The frat party was located at Ted's uncle's cabin deeper in the woods. There were a lot of people drinking and doing drugs that she did not even know the names of. She stuck away from that just to drinking, maybe a smoke of a blunt or a hit from a bong would not be bad.

Claire and Y/N had been there a couple of hours staying near each other with their drinks in hand. They danced all over each other, talking to each other's friends and classmates. Y/N was feeling pretty tipsy already with her fifth drink in hand. She drank her vodka-mixed drink grinding on her friend behind her to the music. Negan sent her a text just to behave and call him if she needed anything. He trusted her enough to take care of herself, she knew if she needed him she would call right away. "That guy across the room has not taken his eyes off you," Y/N yelled at her friend loud enough for her to over the music, dancing with her. Claire pivoted her hand towards the male staring at her and raising his drink in her direction. "Go, I will be okay, I will find Jess," Y/N reassured her, Jess was one of their older roommates from their freshman year in college.

Claire was a little hesitant, she knew the guy from a few of her classes but did not want to leave her best friend high and dry. "No, we promised each other," Claire whined a little, seeing the guy smirk at her; his eyes scanning over her. "If you do not go Claire, I will push you over there myself." Y/N gave her a slight nudge, causing Claire to giggle. "I will call you in a couple of hours, I promise." Claire quickly kissed her cheek, going over to greet the eyeing man. Y/N pushed through the crowd, keeping her eyes peeled for her friend Jessica around. She could feel her phone buzz, tucked away in her bra. The buzzing continued, and she realized she was getting a call. Y/N pulled the phone from her cleavage seeing an unknown caller again, they’d been calling for days. Y/N finally had enough getting upstairs to a quieter place, swiping left quickly answering the phone.

“Look I don’t know who this is but please stop calling,” Y/N had her phone lingering over the red button to end the call when she heard her name being called over the phone.

“Hello, Y/N.” The voice seemed static, but deeper male voice. Y/N's face fell, and her finger tightened around her phone. She quickly looked around her surroundings seeing a few people chatting a drinking; some making out. “Who is this?” Y/N questioned, Deep down she hoped this was all some Halloween prank.

She hated the gut feeling she had.

Just when she turned back around she bumped right into someone, and her phone fell to the ground. Y/N eyes moved up seeing the taller man in front of her, Jackson. She tended up quickly grabbing her phone from the ground seeing the caller had hung up, Jackson smirked filled with wickedness. He eyed the angel in front of him, and Y/N stepped back away from him. “What the hell are you doin’ here?” She growled, eyeing him up and down, himself in a simple cop costume, “Ted does not like you, so I know he did not invite you.” Jackson just chuckled at the younger woman walking around her, Y/N’s eyes followed his movements. His hands rested in his pockets, Y/N thought she saw something inside his pockets hiding away with his hands. Her eyes moved up to him, being closer to her now.

“If there is a party, you know I have to be a part of it.” Jackson reminded her, he was known for being parties. They were always doing something with each other going to parties and living it up to the fullest. Y/N rolled her eyes crossing her arms, her phone in hand, “You look good, Y/N. I want to talk to you.” Y/N tried to walk away feeling his hand pull her back, she gasped in disbelief. Luckily half the people at the party were downstairs, the people upstairs kept their attention to themselves. Y/N tried to fight his grip, feeling Jackson pull her closer. “You shouldn’t be out with a killer on the loose,” Jackson's lips curled, and the younger woman pulled her arm from his grip. “You can fuck off Jackson,” Y/N hissed, “You lost every right to control me when you fucked other women.” Y/N was loud causing a few stares to peer over at them and a few whispers lingering around them. Y/N did not even have time to hear what he had to say or even the look on his face he may have had. She quickly went to an empty bathroom, locking the door behind her.

She pulled her phone out, scrolling to Negan’s contact to call him bringing the phone to her ear and hearing two rings before he was quick to pick up. “Ready to leave already, doll?” Negan picked up the phone, feeling like nothing was wrong with his girl. He sat on the couch with his sweatpants on watching one of the newer Scream movies, one of his favorites. “No, Jackson is here,” she heard pure silence over the phone not even his breath, “He fucking grabbed me and..” Y/N was cut off by him, “I’m on my way.”

Before she could even protest, he hung up the phone as she stared at her screen in shock. Y/N debated on calling him back but she knew nothing would change his mind coming up here, he was a very stubborn man. The young woman shoved her phone back in her strapless bra underneath her costume, eyeing herself in the mirror. She fixed her crown, adjusting it as straight as it could be. She groaned out, debating on even going back to the party or just keeping herself hidden in the bathroom. The music echoed out from the bathroom, voices muffled out passing the door. Y/N just sucked it up, letting herself out of the bathroom and getting past people down the stairs, her buzz fading away from running into Jackson getting her adrenaline up and taking any fun she had away.

Y/N once again felt her chest buzz again from her phone, from an incoming call again. “Negan look, just come me and we will leave.” She answered, yelling more for the man to hear her; not even looking at the ID. “I don’t think it’s time to leave my Y/N.” A familiar voice rang in her ear, that same static voice moments ago. In the crowd, Y/N saw a scream mask. She took a look again making sure she saw correctly not seeing the banned mask anymore. Ever since the killings they banned the costume from Halloween this year since the killer was rumored to dress like the fictional character. The man she thought she saw was dressed in all black with the mask, she kept her eyes peeled for more. Y/N tried to keep telling herself this was all a Halloween prank, of course, someone would show up in a costume like him.

Y/N pushed the phone closer to her ear to hear the man behind the phone more. “I want to play a little game, doll.” Her eyebrows furrowed at the nickname, making her feel sick to her stomach. Y/N stopped in her tracks trying to go to a more secluded area, to be able to talk better. “Who the fuck are you?” Y/N was scared, with everything going on in town, someone could be after her next. “The game is not asking questions here, Y/N.” The darker voice chuckled at the end, her stomach twisted stopping in her tracks and seeing the man in the mask once again in the crowd. “What do you want?” She quickly asked, keeping her eyes on the ghost face costume disappearing right in front of her eyes again.

“I think you know exactly what I want,” He told her, the voice was not static anymore. Y/N recognized the voice instantly making her nauseous. The fear kicked in quickly and everything just rushed over her, “I’ve been wanting your attention so long, Y/N.” The young girl turned around running right into the ghost face costume she’d been seeing, her phone still pressed against her ear. Y/N took off running beside him outside to the backyard, they had a bunch of activities going outside out there. A smaller haunted house, a few drinking games, and people partying in the people with the temperature even a little lower for the fall weather. She quickly ran into the haunted house they had set up hearing a scream in the distance as she entered. Bunches of ugly Halloween decorations hung up in this side pool house they were using. Most of the people dressed up in scary costumes just jumping out in corners with a bunch of Halloween decorations in every corner; some popping out on their own. Y/N tried to get Negan to pick up his phone, but it kept going straight to voicemail. Her eyes were tearing up, she realized how much of a bad idea it was just to run straight here. She was terrified to tell anyone, she did not know where any of her friends were.

An animatronic popped out at her causing her to scream, as it pulled back in away from her. Creepy music played around her, she felt tears jerking at the ends of her eyelashes. In a longer hallway, someone jumped out at her wrapping their arms around her. Y/N screams were muffled covering her mouth with his black glove she eyed. The younger woman tried to fight back seeing in the mirror above her, that the attacker was the ghost face from earlier. She pushed him off, taking off running as he grabbed her longer hair hanging down. She squealed out in pain, Y/N was pulled back and slammed to the floor knocking the crown from her head off. Y/N looked up from the ground, a knife in hand he pulled his mask off revealing his face.

Jackson breathes out, throwing the mask on the floor behind him. He wiggled the knife in front of her face as she lay on the ground still in shock even though she recognized the voice. Jackson brought a smaller device to his lips, keeping the evil smirk plastered on her face.

“Surprise, Y/N.” The static voice rang in her ears, she tried to crawl away to stand up being pulled by him. Y/N cried out but most would think it was just screams from the scary haunted house she was in. “You can not appreciate anything I do for you, huh?” He questioned her, fighting against the slaps and kicks she gave him from the ground, “I’ve done all this for you, but you decide fucking some old man is better.” Jackson swiped his knife in front of her and she jumped back, kicking him right in the stomach. Jackson’s hands shot up to his stomach, groaning out in pain. Y/N took her chance again getting up and taking off running, her heels slowing down her runs ending up tripping her in a darker bedroom area.

Y/N cried out in pain, landing on the floor and seeing a bed with a fake dead person on the bed with flashing lights around her. Y/N heard Jackson’s voice behind her, trying to lift herself but her legs were hurting pretty badly from the fall. “I loved you Y/N, I know I was not perfect but I wanted you.” He flipped her over from her belly, holding her leg where she could not go anywhere from him. Jackson’s grip was strong, leaving a bruise around her ankle from his grip, “If I can’t have you Y/N no one can.” Jackson was now on top of her having her pinned against the ground, she tried to scream out throwing punches at him. His knife was held high about to be shoved right in her chest, she did not even have time to blink when she saw a knife go through Jackson’s chest.

He let out a gasp, blood splattered on Y/N’s tear-stained cheeks. The blade went all the way through, his hands were shaky going up to the blade as he fell over. Gushing out blood, he kept coughing on the blood the knife pushing more as he was lying on the ground forcing it too. Y/N stayed in a state of shock watching her ex’s eyes go grey slowly, watching the life slowly get sucked away from his body.

Y/N eyed up at her savior seeing another ghost face costume, she slowly stood up mascara going down her cheeks. Her own hands were shaky, continuing to hear Jackson’s coughs. They stayed still in front of her, letting the younger woman’s hands reach up towards them. Y/N slid the mask off, keeping it in her hands. Letting herself see Negan’s face, Tears were still pouring down, her eyes were still full of them when she instantly pulled him in for a kiss.

Blood still stained her, wrapping her arms around the older male. She kept the mask in hand, dragging her teeth against his lips.

“Oh no, mister scary killer don’t kill me..” Y/N playfully begged, she knew she was a little crazy. Negan loved it, biting her lip and pulling it between his teeth.

“God, that was so hot,” Negan moaned, he placed his lips against her neck, Y/N kept her neck exposed letting her eyes roll to the back of her head, “He’s finally gone.” She couldn’t stop laughing, looking over now at her lifeless ex’s eyes. Negan looked down at her, holding her chin high. “Isn’t it perfect? Such a perfect cover-up killing the actual killer.” Negan wiped the blood from her cheeks, “We need to get this cleaned up, doll.” Y/N bit her lips, throwing the mask down and shrugging her shoulders slightly. “I don’t know, maybe we could slide in a quickie.” Y/N batted her eyelashes innocently, “Next time I get to wear the mask.” She slammed her lips onto his, Negan knew she was far from innocent she was mad just like him.

They were made just for each other and no one was going to get in the way of that.

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cherryheartssblog · 9 months

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THE YEARLY VACATION I(Part 1)

Summary: Each year Y/N’s parents take their vacation down to Florida for ten days and her dads yearly business trip. This time it’s different though, her dads hot boss Negan Smith is staying with them in their condo for the whole ten days. Y/N’s lustful thoughts that she had always were about to grow into something much more than she ever imagined. More than just them coming true....

Characters: Negan Smith, The Reader, Gracie (OC), Calvin (OC), William L/N (Readers Father), Catherine L/N (Readers Mother), Luke (Calvin’s dad),and Max (Readers Younger Brother).

Warnings: cursing, mentions of sexual relations, age gap (the reader is around 21 or 22 and Negan is in his late 30s to early 40s.), flirting, sexual tension, and slight smut.

A/N: I had to break up day one into two parts since it was over 10,000 words!! This is a very detailed chapter, Part Two will be posted VERY shortly. THIS WILL BE THE ONLY ONE DIVIDED INTO TWO PARTS

PART ONE OF DAY ONE

6:45AM

It was so early, but Y/N was quick out of bed for her shower today. She usually hits her snooze button at least twice, but vacations time were different.

The house was more relaxed in the morning, making the hot water feel much nicer on her skin. Y/N had most of her shower products packed, so she mainly just enjoyed the water. After a while, she retrieved from the shower, pulled the glass door open, she wrapped her thicker towel around her body. The bathroom was steamy, leaving her to wipe her mirror down.

Her hair clipped back, had fallen, letting a few pieces damp from her shower. Y/N kept staring at the woman in the mirror, wondering if she could actually be confident around Negan. Usually, she would feel nervous like butterflies, but she had never been around him for this long before. They would share a condo, pass each other in the condo, be on the beach together, and basically be everywhere this man would be. He would participate in activities with her family, from miniature golfing to playing games at night. She just couldn't let that settle how she'd always be around him until she finally got her own time in her bedroom.

Y/N has yet to see the condo; they get a new condo each year for rent during their vacation. Usually, it was a more excellent condo, like a house separated in a neighborhood. She usually was on the top floor in her own room with her brother across from her. Her mother and father would be downstairs in the master sweet. She knows her brother will be downstairs with her parents in his room this time. So that only meant Y/N would be very close to Negan's room.

Of course…

Y/N kept her damp hair up, putting on some grey sweatpants shorts, just comfortable enough for the airplane ride. She decided to pair it with one of her baggy sweatshirts. Y/N knew the airport would be cold, so she still paired it with a colorful tank underneath.

She finally heard noises coming from downstairs, signaling everyone was finally awake. Y/N knew Negan would be there any minute, too; that's when the struggle would begin.

She got ready rather quickly, having everything packed up and ready to go downstairs. Her suitcase and backpack were filled with clothing and necessities for the long trip. She was all ready to go, her hair done, finally drying off. She cleaned herself up a bit, putting her perfume on; packing the rest of her belongings in her backpack.

"Y/N!" The young woman heard her mother down the stairs call for her, "We all need breakfast; hurry down, my love!" Y/N's mother had called her that for her whole life, which still made her smile. The young woman glanced at herself in the mirror; she looked good. Especially to be in her airport attire. Y/N felt her stomach twist in hunger; it was almost now after 7:30. She knew her dad would have them right out of the house very soon, which meant there was a chance Negan was right downstairs now.

Y/N could not fully grasp what made her so nervous for these days and nights with him. They were good friends when he was around; he was a huge flirt. He couldn't be actually for real, though? She took a huge breath, closed her eyes, telling herself, 'She had this.' This would be a good trip; she did not get to go last year.

This was going to make up for it; Y/N just knew it.

Y/N's feet padded down the stairs, running right into her brother at the bottom. "Woah, bud! Slow down!" Y/N stopped her movements, watching her brother run up the stairs. "I forgot my Switch charger!" Max was quick up the stairs turning the corner to his room; she laughed at her younger brother; he was quite the character.

Y/N had a natural bond with her brother; they were really close. He would stay with her some nights when she moved out with Calvin. He had his own little spot on the pull-out couch in the extra bedroom little gaming setup too. The whole family had a lovely bond; her family was in a good place. Y/N and her mother loved going shopping together and grabbing a bite to eat at their local favorite restaurant. Of course, sharing gossip about anything they had their hands on, there was some juicy stuff to in the upper community. She would help her some mornings with breakfast and ride to school with her dad singing the old eighties hits.

William adored his family, and he spoiled his family. He didn't do it to buy their love; he did it out of love. William started out as an intern in the business, working on trying to get him and Catherine married. They lived in a one-bedroom apartment when Y/N was born; they made the best of it. Some nights William would work longer and more complex hours, but it all became worth it in the end. He got to be everything he could for his family, even though he did get the children spoiled.

Y/N had to have her own way most of the time; she was a brat at times. You can not honestly help how you've raised them sometimes, but she was very respectful towards her parents for it, at least when she got more mature.

She turned into the kitchen, seeing Negan with a cup of coffee. She couldn't help but absorb his features. His black glasses tipped down his nose, and he wore an old band tee. Y/N could barely see the Guns N Roses logo from the wear on the black tee. She let out a quiet gasp but caught her mother's attention.

"Ah! There you are!" Her mother rushed to her giving her plate, "Your father is already packing the travel vans out there." Catherine chuckled at her husband, causing her daughter to snicker. Y/N's eyes peered over, watching Negan's eyes on her sipping his coffee.

She knew he had a smirk under that glass and turned her attention back to her mother; she looked suitable for her age. Catherine's smile brightened her whole face.

Her mother was an angel; she did most of the cooking and cleaning. They did have a housekeeper Nina who's been with them since Y/N was eight.

Her mother continued.

"Sweetheart, grab a plate. Fix what you like! Nina coming by later to clean, so just put the dishes in the dishwasher!" Catherine moved past her daughter out of the kitchen, having her alone with Negan.

"Well, there she is!" Y/N let out a small laugh shaking her head and heading her blush. She moved, seeing the feast her mother had cooked for them; she felt awful but couldn't dig into it all. Y/N always stuck with her bread and jam and eggs. She started fixing her breakfast, leaving her ears open for Negan.

He was always so full of things to say.

He moved up from his seat, revealing he was in sweatpants, and he kept sipping his coffee. "How have you been, doll?" The nickname sent chills down her spine, biting into her toast. "I've been good, finals were awful, but I passed." She smiled softly, holding her hand over her mouth and covering her mouth, "How about you, doll?" She threw back at him, causing a deep chuckle from Negan, moving his glass to the dishwasher.

"Oh, you know me. Busy as a bee." Negan leaned against the counter, crossing his arms. His tattoos peaked out of his shirt sleeves, the cross of his arms showing his tonearms. The tattoos ran down his arms, and Y/N kept eating, trying to focus; she wanted to hit herself, "It's going to be a great little trip, ya know?" The young woman gulped her food, watching the man shoot her a playful wink.

Her cheeks turned pink, hearing her father and mother enter the kitchen behind her. "Alright, we need to get this show on the road," Her father said, coming up to his daughter, still kissing her forehead, "Good morning, sweetheart. Do you have everything?"

"Yes, Dad, I am as ready as you are." She playfully rolled her eyes at her dad, throwing her dish in the dishwasher. "We have our first dinner tonight at 8PM!" Her father started to lock the back doors around them, shutting the blinds on their open windows, "Once we land and settle in, you girls will have to do some shopping!" Her father pointed his finger at the women like he was scolding them, causing a laugh from both.

Each year when they arrived, they had to do the "annual shopping trip," her mother called it. There were three "dinners" or "parties" throughout the ten days of being down there. The first was the welcome of every part of the company; the highest people in the company would meet down in Florida. The first dinner was usually at a fancy hotel, and dinner was usually catered. The second dinner was the main event on the eighth day. The place changed each year. It usually started around mid-afternoon, which that night was the third event; the after-party.

The less fancy..party.

The annual shopping trip meant dresses for every three parties. They would also get what they wanted today while shopping; the boys usually hung around playing the arcade shopping for Max games. Of course, Max and William had their outfits ready for each party; imagine taking a twelve-year-old boy for a fitting tux on vacation.

Yeah, not the brightest idea. Still was hard to do back home.

"That's my time with my Y/N; how would I forget." Y/N felt a little embarrassed, but her mother meant well. "Mother, please." She said through her bright smile, hearing Max's feet flee down the stairs. She kept wanting to shift back over to Negan to see if he was looking at her.

Y/N bit the inside of her mouth, letting her thoughts wander for a brief moment.

It was broken quickly by her younger brother.

"I found it," Max held up the charger, breathing fast, trying to catch his breath, and throwing it into his backpack.

"Alright, make sure you guys have everything and head to the car; the drivers have our stuff in the cars!" William instructed his family; Y/N knew she needed one more thing before she left.

Something she had always grabbed before the vacation since she was sixteen.

One of her old friends taught her how to get away with it for so long; a little risky, but who her father was, she felt safe.

"I'll be there just a second, Dad. I'm gonna run to the bathroom!" She headed for her room, hearing her dad telling her to be quick; Y/N quickly moved to her room, pushing it cracked.

Inside her vanity, a black box was found. It was metal, keeping the rolled-up blunts she had for the trip.

Y/N never hardly smoked marijuana, primarily through her late high school and college years. She stopped for a while just doing it during her vacations; it was relaxing sometimes.

It was easier to hide each year, keeping the black box in her makeup bag attached to her backpack. Usually, security scanned all of them through since each year they all went; it was more accessible than ever now. Y/N heard her door crack, which made her jump throwing it down into her bag.

She turned quickly, seeing the tall man in front of her; he eyed her keeping his smirk to himself. "Your dad is killin' me out there," Negan laughed, seeing her shorts ride up; on her knees, "You doing more than just using the bathroom?"

"It's none of your business," Y/N playfully replied, standing onto her feet and zipping it up her bag, "Maybe women's things." Negan snorted out a laugh, shaking his head at the young woman.

His hands tucked into the pockets of his sweatpants, leaning against her bedroom door, eyeing her room down.

"Cute."

Y/N playfully rolled her eyes, pushing him out of her room; shutting the door behind her. "Cut it out you ass!" Negan laughed at her playful push; they always nonchalantly flirted.

I mean, wouldn't you?

He was so fucking hot; Y/N didn't care if he was her father's age. She had a tiny crush on the older man; she also had to remember that it couldn't happen.

But at the same time, she wanted just to see, maybe.

It wouldn't hurt.

Y/N kept a gaze on her dad's boss for a moment, her hands still on his arm. The young woman realized pulling back from him was not too fast for him to notice her nervous actions. "I-uh-.." Y/N felt like she was in high school again; she couldn't even talk to a man, "We need to get going." She quickly smiled at Negan; he stayed in place for a moment. Which twisted up her stomach with butterflies, wondering about his next move.

Realizing how close he actually was to her.

Negan cleared his throat; he knew what he wanted. It was her. She had been seeing him for years; she was always beautiful. When he didn't see her for her eighteen and nineteen years, she changed so much at twenty.

She was absolutely stunning, with perfect curves. An ideal woman's body was a sight for sore eyes. Y/N was also easy to talk to; she had a boyfriend over those years.

Negan hated the jealousy he had; he couldn't help but ball his fist seeing his hands on her during that one trip. Negan knew Calvin's family, his dad, Luke, was a part of the business down in Gregoria. That's why Y/N moved down with Calvin to Georgia; he had a perfect job opportunity with his dad waiting.

Luke was over the company down in Georgia; Calvin was an only child. Negan always found him a man who wouldn't treat a woman right. His father wasn't much more different than that either; he cheated on his wife numerous times. She stayed honestly, probably for the money, acting like nothing had happened.

He knew Y/N and Calvin was not together anymore; he never knew the reason. He knows Y/N didn't go last year because of Calvin.

Negan missed her that year.

"Lead the way, Ms. L/N." Negan motioned for her to go first, and the butterflies slowly disappeared in her stomach with relief but also disappointment.

The two got into the cars leading them to the national airport in Chicago. It was a one-flight ticket down to Florida, about a three-hour flight to Miami. Three hours elbow to elbow with Negan.

When they arrived, the two drivers escorted them out of the vehicle; Y/N's sunglasses rested on the edge of her nose watching the men roll their luggage away to be put on the plane.

She was very used to planes, but they still made her nervous for the takeoff, which was the roughest for her. "Okay, dolls," her mother turned to her family, "Our terminal is 5. Have your tickets ready; they should just scan us through security."

"Looks like I'm sitting with you, sweetheart," Negan stood beside Y/N; she placed her glasses on her head. "Oh, I didn't notice." She poked her bottom lip out, pretending to reread her ticket; NeganNegan's lips curled up, snickering at her.

That was his friend and also co worker's daughter. He had to remind himself that at times, but something kept drawing him in. "Hm, it seems you are," Y/N glanced over at his ticket, "I bet you're so excited."

"You have no idea, baby." Y/N quickly heard him whisper under his breath, and her face went bright red.

Maybe she didn't hear him right; perhaps she was delusional.

"What?" Y/N quickly choked out; Negan knew he could get to her. "I said you have no idea! You're my buddy, right?" Negan raised his eyebrow smirking at her; her face was still red.

"Yeah, best of friends." She muttered softly, following her parents inside the airport doors. She must have heard him wrong; he would not call her baby. Especially her family feet away.

They were quickly escorted through security, heading to their terminal.

See easy..

The airport was busy; it was always busy this time of year and especially Christmas. They boarded the plane not long before, first in line heading to the aircraft's upper.

"Alright, sweetheart, you want the window seat?" Negan asked her, the two staring at their seats. They were three seats down from their parents. She knew she would need a drink for this trip, no matter how early it was.

"I would not mind the window seat; I mostly will be reading." Y/N wiggled her book up from her backpack, squeezing in to take her seat. Negan took the seat beside her, causing a chill down her spine. His arm grazed hers, setting her bag down below her legs. "What? Are you reading one of those sex books?" Negan leaned over and quietly whispered playfully to her; Y/N's face squinted with a giggle.

"Every good book has a few steamy scenes." She shrugged, piercing her lips to hide her blushing smile. Y/N started buckling herself up, and when going to make it tighter, the band was stuck. She pulled harder, fighting with the belt around her waist.

"Do you need help with that?" Negan teased; she just kept pulling the belt.

These stupid damn belts.

Negan's hands went to her waist, instantly pulling it tighter. Her hands were not far from his, and Y/N was not totally caught off guard by his help. "Thanks." Negan's arms returned to resting on the armrests, and Y/N tried to start her book. She kept observing the first chapter of her new book, You Shouldn't Have Come Here. She still could feel his arms close to her own, giving her the butterflies once more boiling in her stomach. How was being close to him making it feel like she had never been touched? How could he have this much of an effect on her?

"You like the reading thing, huh?" Negan pondered on Y/N and bit her lip, breathing out a laugh. "The reading thing?" The young woman questioned his wording, "That is what you call it?" Negan shrugged, his mouth curling up into a smile.

"Yes, I am into the reading thing, now shush." She gestured with her hand with a 'shush.' Finally, actually trying to start her book, turning to the next page.

"What am I supposed to do?" Negan broke out; her gaze moved from the words to his eyes. God, that beard made that man attractive; she wondered how he looked with no beard. "Maybe you should get into the reading thing," Y/N suggested, keeping her book between her fingers closed. "I have other things for my hobbies, doll." Negan eyes observed her own, moving down to her hands where she nervously dug into her sleeves.

Negan thought she looked cute; she was not wearing the usual revealing dresses. He knew those nights would come. Y/N always looked stunning during those events; her body showed through each dress. Each one always complimented her curves; red especially was her color.

Y/N tried to keep quiet, only answering Negan's random questions, most of which made her laugh. She was getting deeper into the book and the plane ride. They were finally served refreshments; she was on her second Memosia for the day. Negan ordered a glass of whiskey on the rocks, still sipping his first glass.

Y/N knew she was nervous; she needed adrenaline to kick in; or the alcohol. Negan would joke about how she would be stumbling off the plane; Y/N knew she was pretty good with alcohol.

Most of the time.

Y/N also could have sworn she felt Negan's fingers graze hers sometimes; she kept her eyes on the words. She could not help but peer over sometimes, seeing if he was any closer. Sometimes it was hard to tell, but Y/N felt like he was closer to her than the first hour of the flight.

Finally, the words were music to her ears, and they were finally landing after three hours. Y/N glued her eyes on the outside, watching them get closer to the ground. "What are you most excited about the trip, doll?" Negan asked the younger woman; the plane shook slightly while the wheels rolled finally onto the ground.

"I always love the nights on the beach, even from the condo. Hearing the waves on the deck is nice enough." She admitted to Negan their conversations had been casual. He would shoot her a few questions here and there just to be able to talk to her. Negan just wanted to tease her; he loved watching her squirm, especially when she tried to hide it.

The pilot finally announced for them to depart from the plane exiting the terminal; Y/N saw her little brother waiting there for them. "You're so lucky you got to sit in first class; I had to sit beside this old man!" Max cringed, talking to his older sister while they waited on their parents.

"Well, I had to sit by an old man too." Y/N teased the man beside her, his face filled with a smile, but he pretended to be hurt by her comment holding his chest. "Man, sweetheart, breaking my heart." He put his own carry-own around his shoulders.

"There's mom and dad!" Max ran up to them just like they had been gone themselves on vacation. "Hey! How was it for you guys?" William wondered out loud to the others, wrapping his arms around his wife and son. "It was fine, Dad. I had a couple of drinks to keep me calm." Y/N grinned, "I guess I had pretty good company too." She motioned off to Negan.

"I had to sit beside an old man with long ear hair!" Max cringed once more, causing a laugh from everyone. Her fathers glanced over the information for them in his emails.

"I got us two cars for rent, sitting outside in parking spots 2A and 2B." Her father pointed at the map for everyone to see, "If you guys get the luggage, Me and Negan will get help to move cars around."

"Sounds good, man," Negan replied, hitting the back of his shoulder friendly, "We will see you guys soon." Negan turned to where Y/N saw his wink, following her dad. Her face couldn't help but beam red with a blush.

She loathed this man.

Not really, just his actions, his looks, his face…

He knew what he was doing; he had to, right? Y/N knew he wouldn't act like this, right? She literally let the anxiety and overthinking get to her.

"Come on, my loves, we have to go downstairs." Catherine grabbed Max's hand, and Y/N followed behind her mother and brother. The airport was crowded, she stayed close as possible. No matter how often they have been here, she still would get lost.

They made it to the escalator, escorting them down the stairs where each gate was for suitcases. "Remember, terminal five was ours." Catherine reminded her children, leading them off to where their luggage would be. One by one, they got their suitcases, along with Williams and Negan's.

Y/N noticed he just had a small carry-on, along with the bag he had with him now. Her luggage was half the size of his, probably everyone's luggage, to be honest. She could barely get it off the floor.

Negan and William found them beside their terminal exit arriving with a luggage carrier. Negan would be driving the black SUV to the condo while Y/N's family would operate in the red SUV. Her father would get two vehicles each year, especially since Y/N started to drive.

Y/N was so excited to see the condo; they always were so beautiful and secluded.

It was mid-afternoon. It was sunny out and extremely hot outside. This caused Y/N in the car to remove her sweatshirt; she was ready for a shower before going shopping. Getting into a new change of clothes sounded lovely, too; Y/N was glad she packed so much.

When they arrived at the condo, pulling up the long driveway, the gate let them in with the code. It was the most beautiful yet.

It was all white with wooding boarding on the sides. Lights hung on the front porch, bunch of cute chairs were very welcoming. From what she could see, the top floor had a whole round of a deck for them to watch the ocean behind them. The size was big, seeing a pool off to the side when pulling into the garage.

"Max doll, your room is right from ours," Catherine said, knowing Max was the first out of the car, running to his room to set up his games. They were quick out of the car, running to the door, "Alright, Y/N love, your room is left on top."

Y/N got out slowly, seeing Negan getting his stuff out of the car behind them. She held her sweatshirt close going inside where the kitchen was. It was a kitchen that reminded her of back home, very modern. The stairs were towards the front door, which was solid black.

She followed up the stairs turning left, seeing an open room filled with sunlight. Y/N entered the room; her bed had thick white sheets. Filled with bunches of pillows, mostly beach themed.

Beside the bed complimented wooden bed rests with shell-shaped lamps. The closest was beside the bed, still covered by the fuzzy rug underneath the bed. Beside the closet was a door to a master-size bathroom containing a walk-in shower.

The bed was pretty big, she guessed, a king, and the windows were wide big, letting her see the deck she had outside. There was a flat-screen above the full dresser in front of her bed.

After glancing over her room, she jumped on the bed, feeling herself sink in. She hummed slightly, closing her eyes and absorbing the comfort of the room. "You pack this much stuff and just gonna lay in bed?" She heard a playful grunt come from the hallway; Y/N sat up, sitting Negan placed her suitcase in her room, huffing out. She giggled, watching his hands sit on his hips. "You seem to have it." Y/N snickered, Negan rolling his eyes at the spoiled girl.

"Your daddy got you spoiled, huh?"

"Just a little." Y/N stood up, rolling it over to her closet, "I'm not as bad as Max." Negan stepped further into her room, gazing over her room. "By the looks of this room, sweetheart, you're the most spoilt." Negan chuckled, sitting on her bed; Y/N tried to swat him away with her hands.

"You're going to stink up my sheets with your sweaty self." Y/N laughed while Negan blocked her playful slaps to move. "Oh, you don't think you stink after the long trip?" Negan watched the young woman give up, sitting beside him on the edge of the bed.

"No, I'm not the one was is wagging in luggage," Y/N smirked; she was leaning over, letting the tank reveal some of her cleavage. Negan's eyes tried to keep a gaze on her, letting his eyes wander back up. Her smirk seemed more seductive like she caught him looking at her chest.

Negan's mouth parted, not knowing a word to say. This wasn't their first-time inches apart today, but they were on a bed. "Don't you have more to help with downstairs?" Y/N mumbled; she pulled her bottom lip between her teeth.

"Huh-uh-yeah," his eyes still locked with hers, answering her question, "Your dad probably wondering where I'm at." Negan rubbed the back of his neck, for his nerves were getting the best of him. He stood from the bed, leaving Y/N sitting alone. Negan stood in his spot for a moment in the room.

"Yeah, don't want daddy seeing you in here." She said seductively, gazing over at Negan and watching him walk out. His face was red; he felt like he could feel the sweat drip down his forehead.

Y/N watched the older man leave, feeling the confidence sentence turn embarrassing; maybe she should not have said that. She covered her face, falling on the bed. She knew her parents would be ready soon to return to the shopping area, so they could be back in time to all get ready for the big dinner tonight at 8PM. Y/N gathered herself, finally getting up, going over to her suitcase, and hanging her clothes up. She had anything from comfy attire to cute little sundresses for days and nights out.

After getting her clothes into her closet, Y/N laid out a pair of blue jean shorts and a tied-up Hawaii-themed shirt to shop today. She desperately needed a shower, so she shut the door to her own bathroom, toiletries in hand.

All she could think of starting her shower was Negan. How tense it was becoming with him, how his attractiveness had grown.

The water was scolding hot, hitting her skin. Keeping her hair up still from not getting wet, she let herself relax there for a moment. Steam started to collect around the room, covering the glass around her. Maybe Negan was not attracted to her like she was to him? Or maybe Negan was too scared of what would happen if they messed around?

Maybe he was just a tease.

But what was Y/N?

A fucking tease as well.

A/N: Anyways, part two will be out shortly it was just too much of a chapter to be put together I have lots and lots of detail for this! The other half is pretty darn close to five thousand as well! So the warnings in chapter are included for BOTH PARTS😉

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